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Holiday Rentals in Montego Bay

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    Travellers to Montego Bay are booking July dates now. Secure your holiday home today, and have the perfect trip.
    5 Bedrooms, Sleeps 10Quick View
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    4 Bedrooms, Sleeps 8Quick View
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    6 Bedrooms, Sleeps 12Quick View
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    • Balcony
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    Smoking allowed
    About this property
    Villa Following the Seas at the Tryall Club on Jamaica is located in a desirable location on the islands north shore with spectacular views of the sparkling Caribbean Sea. Perched high on a Jamaican hillside, this lovely villa is set on seven beautiful acres surrounded by lush island greenery....
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    Hopewell, Montego Bay
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    5 Bedrooms, Sleeps 10Quick View
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    • Balcony
    • Hot Tub
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Wi-Fi
    • Terrace
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    On 220 private acres of former banana and coconut plantation stretching from mountain to sea, Wild Orchid is a glamorous and luxurious hideaway in the tropics. The Georgian design of the new mansion captures the ambiance and grace of the original plantation enhanced by modern amenities of air...
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    Montego Bay, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    • Satellite TV
    • Wi-Fi
    • Patio
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A sprawling double lot directly on the Caribbean Sea is among the most stunning waterfront locations in all Jamaica. This is the rarefied site of the private villa named Karma Bay. BEAUTIFULLY RENOVATED in 2013! * 6-bedroom private villa at the famous Tryall Club * rated Premier...
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    Montego Bay, Saint James Parish JMCJS12
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    4 Bedrooms, Sleeps 8Quick View
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    • Balcony
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    Pet friendly
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    Smoking allowed
    About this property
    With three levels of luxurious living spaces, the stunning Round Hill Villa 13 flawlessly blends chic interiors with optimal services and amenities. Part of the historic Round Hill resort on Montego Bay in Jamaica, it is a four-bedroom villa that offers such impressive amenities and services as...
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    Hopewell, Montego Bay
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, Sleeps 6Quick View
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    • Satellite TV
    • Air Conditioning
    • Balcony
    • Shared Garden
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Aptly named for the glorious views of the ocean, this villa's elegant interiors and beautiful location delivers timeless comfort. At almost the peak of Barnes Hill, Vista del Mar exhibits traditional Caribbean architecture with vaulted ceilings and floor to ceiling mahogany louvered windows...
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    Hopewell, Montego Bay
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 Bedrooms, Sleeps 13Quick View
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    • Grill
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    • DVD Player
    • Hot Tub
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    • Private Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    On floors of cool Jamaican marble in hues of gray, pink, cream and salmon; rich mahogany; high ceilings and lovely antiques. Knockando evokes a sense of old Jamaica updated with contemporary comforts and amenities. The living room opens wide to the heart of the house. A 1 300 square foot veranda...
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    Montego Bay, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 13
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    3 Bedrooms, Sleeps 6Quick View
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    About this property
    Cliffside Cottage is perched dramatically on a lush green hillside next to the Caribbean Sea. The cottage is one of the most beautiful villas in Jamaica that provides a fantastic view of the deep blue sea during the day, and the romantic lights that sparkle across Montego Bay through the night. The...
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    Hopewell, Montego Bay
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 6
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    7 Bedrooms, Sleeps 14Quick View
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    • DVD Player
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    Pet friendly
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    Smoking allowed
    About this property
    The perfectly named Tranquility Villa is a lovely and luxurious Jamaica villa, the perfect place to relax. The serene ambience of the villa is complemented by its location on an exquisite beach front.  The luxurious rooms at Tranquility Villa are spread over 5,200 square feet. The beautifully...
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    Montego Bay, Saint James Parish
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    6 Bedrooms, Sleeps 12Quick View
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    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Grill
    • DVD Player
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wonderful 9 bedroom, 9 bathroom villa. Great for family reunions of up to 18 persons.! Resort membership for all guests. Summerhill Villa is located in the prestigious Springfarm, Montego Bay area. This spacious three story villa boasts 10,000 square feet of elegant living. Wait!  Why you should...
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    Ironshore, Montego Bay
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    • Air Conditioning
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Patio
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This cozy home sits on two acres at the famous Tryall Club ~ directly on the Caribbean Sea. 300 feet of waterfront form the north perimeter of the property. The water here is excellent for swimming and snorkeling. Sometimes the sea is as smooth as glass. Sometimes its waves break dramatically...
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    Montego Bay, Saint James Parish JMCJS12
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    • Parking
    • Porch
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Outdoor Dining Area
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the Tryall Golf and Beach Club, Fairwinds Villa offers the best of both worlds; the privacy and personalized attention of villa living, and the amenities of the Tryall resort. With its spectacular views, lush gardens with waterfall, fountains and lily ponds, this beautiful villa is truly...
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    Montego Bay, Saint James Parish
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    8 Bedrooms, Sleeps 16Quick View
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    • DVD Player
    • Wi-Fi
    • Satellite TV
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Shared Garden
    • Terrace
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sugar Hill is a stunning eight bedroom, luxury island home privately perched atop a lush three acre property overlooking the glittering Caribbean Sea and the historic Tryall Club estate. Built in the traditional Jamaican plantation style, the beautifully appointed four bedroom main villa and...
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    Hopewell, Montego Bay
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 16
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    7 Bedrooms, Sleeps 14Quick View
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    • Air Conditioning
    • Washer
    • Satellite TV
    • Hot Tub
    • DVD Player
    • Grill
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of Jamaica's most stunning and luxurious homes. Stunning ocean views. Amazing infinity pool! MORE GOLF!!! I am pleased to announce that effective September 1, 2014 Greatview and Flower Hill guests will be able to play at both Cinnamon Hill and White Witch golf courses for $59 a round of 18...
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    Montego Bay, Saint James Parish
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    7 Bedrooms, Sleeps 14Quick View
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    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Patio
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hummingbird House has recently undergone a two year renovation and expansion, becoming one of the finest properties within the Tryall Club! * Premier 7 bedroom private villa on 4 acres of meticulously landscaped grounds * magnificent views of the Caribbean Sea * heated infinity...
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    Montego Bay, Saint James Parish JMCJS12
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 14
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    7 Bedrooms, Sleeps 14Quick View
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    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Terrace
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Designed to ensure optimum relaxation, privacy and entertainment, Harmony Hill leaves no detail left unattended. This 15 000 square feet private oasis boasts one of the most spectacular views at Tryall. Elegant interiors, grand open living spaces, manicured lawns and covered patios are in...
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    Hopewell, Montego Bay
    Holiday Rental House - 7 Bedrooms, 9 Bathrooms, Sleeps 14
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    6 Bedrooms, Sleeps 12Quick View
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    • DVD Player
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    Pet friendly
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    Smoking allowed
    About this property
    Modern, airy and full of natural sunlight, the resplendent Asian themed Silent Waters in Montego Bay instills a Zen feeling on its fortunate guests. Jump into the monumental swimming pool from the decorative walking stones that serve as a bridge across. Or gaze at the lush green mountain views on...
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    Montego Bay, Saint James Parish JMCJS00
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    • Patio
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • DVD Player
    • Satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Yellowbird is an excellent family home on a large, lovely landscaped site overlooking the Tryall golf course and the Caribbean Sea. The tradewinds are delightful; the view is wonderful. * deluxe 4-bedroom private villa at the famous Tryall Club * excellent for families * large...
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    Montego Bay, Saint James Parish JMCJS12
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    7 Bedrooms, Sleeps 14Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Modern, airy and full of natural sunlight, the resplendent Asian themed Silent Waters in Montego Bay instills a Zen feeling on its fortunate guests. Jump into the monumental swimming pool from the decorative walking stones that serve as a bridge across. Or gaze at the lush green mountain views on...
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    Montego Bay, Saint James Parish JMCJS00
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 14
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    4 Bedrooms, Sleeps 8Quick View
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    • Patio
    • DVD Player
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Windsong is an exquisite and very private home just minutes from Round Hill. Designed by noted architect Kasimir Coribut, the site benefits from spectacular views day and night and the most favorable tradewinds. The east view captures the sunrise and Montego Bay ... the west view is an equally...
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    Montego Bay, Saint James Parish JMCJS12
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Reviews
    5 Bedrooms, Sleeps 10Quick View
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    • Terrace
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Balcony
    • Air Conditioning
    • Parking
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Scotch on the Rocks a stunning 5 bedroom ocean front villa with wonderful views of the Caribbean Sea, just minutes from lively Ocho Rios.<BR><BR>Scotch on the Rocks is a charming 5 bedroom villa overlooking the Caribbean Sea. Its ideal location is a privately-nestled cove between two of...
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    Montego Bay, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    • Private Outdoor Pool (Unheated)
    • Wi-Fi
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    • Satellite TV
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fairwinds is a beautiful four-bedroom private home with views of the golf course, sea and Montego Bay. * superior 4-bedroom 4-bathroom private villa at the famous Tryall Club * staff of four: cook, housekeeper, laundress, gardener - please note, no butler is among the Fairwinds staff...
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    Montego Bay, Saint James Parish JMCJS12
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, Sleeps 6Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sitting right on the water's edge, the charming Villa Reveille by the Sea at the Tryall Club is the ideal spot for a family or group of friends. With household staff that includes a cook, housekeeper and laundress, it leaves guests nothing more to worry about than what they plan on enjoying next....
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    Hopewell, Montego Bay
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 Bedrooms, Sleeps 10Quick View
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    • DVD Player
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Great River House is located in a private gated neighborhood of other upscale villas, the entire property is fenced and entered through wrought iron gates, ensuring complete privacy. Grounds include a hard-surface tennis court and a spacious grassy lawn with badminton and croquet. Fruit trees...
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    Montego Bay, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    3 Bedrooms, Sleeps 6Quick View
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    About this property
    If you have ever yearned to vacation in a luxurious, tropical setting that has the distinct feel of an artist's residence, the beautifully decorated Round Hill Villa 23 will appeal to you. Set on a hill and offering uninterrupted sea views, it is a three-bedroom gem that provides you with amazing...
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    Hopewell, Montego Bay
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, Sleeps 8Quick View
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    • Satellite TV
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    • Private Outdoor Pool (Unheated)
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Jamaican Dream is an aptly named private villa located in a gated residential area of upscale homes in the lush hills of Rose Hall. This well located home sits between two renowned golf courses: the challenging White Witch and championship Cinnamon Hill course. Five minutes west is the famous Half...
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    Rose Hall, Montego Bay
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    5 Bedrooms, Sleeps 10Quick View
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    • Grill
    • DVD Player
    • Shared Outdoor Pool (Unheated)
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    • Washer
    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    7,500sq. ft. brand new super deluxe villa with 5 luxurious bedrooms, own tennis court, spectacular infinity pool. Great River House is a very elegant luxury villa Jamaica that combines an elegant ambiance, stunning expanse and modern conveniences with a well-planned layout. Designed originally in...
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    Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    7 Bedrooms, Sleeps 14Quick View
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    • Grill
    • Wi-Fi
    • Balcony
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    • Satellite TV
    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Hummingbird House at the Tryall Club on Jamaica is a spectacular 14,000 square foot estate on four beautiful acres. This newly refurbished seven-bedroom villa features traditional English Colonial styling and outstanding interior design. Take advantage of the onsite heliport, then drive along...
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    Hopewell, Montego Bay
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    7 Bedrooms, Sleeps 14Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Haystack Villa is one of the newest villas within the celebrated and exclusive Tryall Club estate. The highest rated premier villa in Tryall Club, the gorgeous and very welcoming Haystack Villa provides an unmatched vacation experience in elegance and serenity. Brilliant views of the Caribbean Sea...
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    Montego Bay, Saint James Parish
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 14
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    6 Bedrooms, Sleeps 12Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    About this property
    Summerhill Villa is a gated luxury destination located in the Springfarm area of Montego Bay. A private driver meets you upon your arrival at the airport. The scenic fifteen minute drive to your villa then takes you through several seaside resorts, the entrance of the world class Half Moon Golf...
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    Montego Bay, Saint James Parish JMDWD14
    Holiday Rental House - 6 Bedrooms, 9 Bathrooms, Sleeps 12
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    5 Bedrooms, Sleeps 12Quick View
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    • DVD Player
    • Porch
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Air Conditioning
    • Parking
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nutmeg Villa , is a beautiful, fully renovated 5-bedroom, 4,600 sq ft. villa in the Spring Farm area of Montego Bay. Located on 5 acres of tropical gardens with magnificent views of the Caribbean Sea, Nutmeg is a spectacular addition to the Montego Bay luxury villa accommodations.Main Level:...
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    Montego Bay, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    3 Bedrooms, Sleeps 6Quick View
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    Historic places are not always open for visitors to savor and enjoy as if they were their own, and yet the stunning and welcoming Round Hill Villa 25 is a remarkably historic spot. Steps from the beach it is also the exact location where the late JFK stood to rehearse his inaugural speech! It is a...
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    Hopewell, Montego Bay
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 Bedrooms, Sleeps 10Quick View
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    • Terrace
    • Shared Garden
    • Wi-Fi
    • Balcony
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Overlook is an exceptional home with a perfect location offering commanding views and proximity to the many facilities of the Tryall Club. It is ideally suited to both families and groups of friends who seek optimum levels of hospitality. Overlook sits on the upper elevation of Copperwood Ridge...
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    Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    6 Bedrooms, Sleeps 12Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Endless Summer is a turreted mansion with views of the Caribbean Sea. From the porte-cochere, beveled glass doors open to a dramatic 80' columned space. A sweeping white stone staircase curves gracefully from the foyer to a balustraded gallery encircling and overlooking the sunken living room...
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    Montego Bay, Saint James Parish
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    1 Bedroom, Sleeps 2Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Blue Heaven in Montego Bay one of the most picturesque villas in Jamaica. Surrounded by a beautifully landscaped garden, the bougainvillea, hibiscus, periwinkle, frangipani, ginger lilies, bamboo, lavender, ferns and elegant palm trees, the villa enjoys a luxuriant environment. The velvet soft...
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    Hopewell, Montego Bay
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    6 Bedrooms, Sleeps 12Quick View
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    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Flower Hill is one of the newest villas in Montego Bay's, Spring Farm neighborhood. This Premier 19,000-sq-ft villa sits on 4 beautifully landscaped acres overlooking the Half Moon Beach Resort and Golf Club. * Premier 19,000-sq-ft villa on 4 acres … undeniably stunning * 6...
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    Montego Bay, Saint James Parish JMCJS12
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    • Private Outdoor Pool (Unheated)
    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Vista del Mar is remarkable for its magnificent view of the deep blue Caribbean Sea and peaceful, private location. On a prize site above the sea, it is only minutes by complimentary shuttle or private golf cart from the Tryall Club Great House and shops, private beach, and golf and tennis pro...
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    Location Information
    Montego Bay, Saint James Parish JMCJS12
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, Sleeps 8Quick View
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    • Satellite TV
    • Grill
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4 bedrooms, 4 bathroom villa overlooking golf course and Caribbean Sea views!  2 minutes to the beach by golf cart! Fairwinds is a lovely four-bedroom private villa with a fantastic view of the glittering Caribbean Sea and the renowned Tryall Club golf course. The interior has been designed...
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    Montego Bay, Saint James Parish
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, Sleeps 6Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Terrace
    • Satellite TV
    • Balcony
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Linger Longer is a lovely three bedroom villa with a warm Caribbean charm and wonderful views of the 13th hole of Tryall Club's golf course and the sea. With a 35 foot swimming pool, beautiful surrounding gardens and its wide roomy veranda overlooking the beautiful fairways, Linger Longer is a...
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    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, Sleeps 6Quick View
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    • Grill
    • Wi-Fi
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly-built Allamanda Villa is one of our most family-friendly Jamaica villa rentals. Located 15 minutes from the lively town of Montego Bay on two acres of manicured grounds, this fully-staffed villa includes beach club membership at the exclusive Round Hill resort. Allamanda Villa offers the...
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    Location Information
    Montego Bay, Saint James Parish JMCJS00
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 6
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    6 Bedrooms, Sleeps 12Quick View
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    Amenities & Details
    • DVD Player
    • Patio
    • Terrace
    • Wi-Fi
    • Balcony
    • Satellite TV
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Point of View at the Tryall Club on Jamaica is a gorgeous five-bedroom home with elegant classical furnishings that blend seamlessly with modern amenities and the breathtaking natural environment. This villa offers an outstanding point of view as the name implies. Set at the very highest...
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    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Silent Waters is one of the most glamorous private homes in the Caribbean. It is distinguished by world-class architecture and design, breathtaking location, and exquisite accommodations and service. * Staff of 14: property manager, office assistant/IT, head chef, assistant chef,...
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    Montego Bay, Saint James Parish JMCJS12
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 20
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    5 Bedrooms, Sleeps 10Quick View
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    Amenities & Details
    • Satellite TV
    • Hot Tub
    • Wi-Fi
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perched on a lovely ridge and offering stunning views of the tropical gardens and the sea beyond, the Villa Someday Soon at the Tryall Club is a fantastic spot for your next Caribbean holiday. A private world of its own, it features household staff that includes a cook, laundress and housekeeper....
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    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    6 Bedrooms, Sleeps 12Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Patio
    • Satellite TV
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    6,000-square-foot private villa on 5 acres with magnificent views of the Caribbean Sea. After sunset, the view transforms from brilliant blue water to the mesmerizing beauty of the sea at night, glimmering with reflections of cruise ships and the romantic night lights of Montego Bay nine miles...
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    Location Information
    Montego Bay, Saint James Parish JMCJS12
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    5 Bedrooms, Sleeps 12Quick View
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    Amenities & Details
    • Wi-Fi
    • Grill
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly-built Allamanda Villa is one of our most family-friendly Jamaica villa rentals. Located 15 minutes from the lively town of Montego Bay on two acres of manicured grounds, this fully-staffed villa includes beach club membership at the exclusive Round Hill resort. Allamanda Villa offers the...
    View all property information
    Location Information
    Montego Bay, Saint James Parish JMCJS00
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    5 Bedrooms, Sleeps 10Quick View
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    Amenities & Details
    • Grill
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Haystack Villa is one of the newest villas within the celebrated and exclusive Tryall Club estate. The highest rated premier villa in Tryall Club, the gorgeous and very welcoming Haystack Villa provides an unmatched vacation experience in elegance and serenity. Brilliant views of the Caribbean Sea...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 8 Bathrooms, Sleeps 10
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    3 Bedrooms, Sleeps 6Quick View
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    Amenities & Details
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Satellite TV
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Unique to this villa is the complimentary Tryall Club Membership! Noble House is a fabulous 5 acre Jamaica villa, completely unique due to its palatial architectural design. Caribbean Travel and Life Magazine calls Nobel House the ‘idyllic choice for a family holiday'. Located right on the beach,...
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    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 6
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    6 Bedrooms, Sleeps 12Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Satellite TV
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Haystack Villa is one of the newest villas within the celebrated and exclusive Tryall Club estate. The highest rated premier villa in Tryall Club, the gorgeous and very welcoming Haystack Villa provides an unmatched vacation experience in elegance and serenity. Brilliant views of the Caribbean Sea...
    View all property information
    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 12
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